Method of making diphenyl-ortho-oxalic esters.



smell of carbolic numbers 68% carbolic acid and 32% oxalic outrun s'ra'rns l ifit HANS scnnnnmn, or HAMBURG, ensue.

manner or ermine DIPHENYL OBTHQ-OXALIG ESTERS.

No Drawing.

Specification of Letters Patent.

Patented Dec, "8, ihUQ.

Application filed January 28, 1909. Serial llo. et'tlfit fi.

Germany, (whose post-oilice address is hiooranhydrid.

fuhrtweg 13/15,) have invented new and useful Methods of Making DiphcnyliJrtho- Oxalic Esters, of which the follownnspecification. A liy invention relates to a new method manufacturing diphenyl-ortiio-olm cester which i have found to be a disinfectant higher power than carbolic acid; it can pressed in tablets, which have an unlimited durability against climatical influences; is always rea y for use as it needs only to be dissolved in water. U

My: new method differs from the hiiown nelhods in that it allowsof manufacturing the ester in a very cheap and simple manner, in so far as no distillation nor use of any solvent such as glacial acetic acid becomes necessary,

Example: Over grins. of anhydrous oxalic acid powder are poured tso grins. of liquefied pure carholic acid at about 4041, and thoroughly stirred. lhe mass which is at first thinly fluid, becomes gradually thicker during the stirring without, liowever, any reaction of the substances contained therein on each other becoming noticeable. 'Only after the mixture is of'the consistency of a fairly thick porridge does a self heating begin. The temperature 'of the mixture rises then fairlyouickly from about 30 C. to nearly 100 (3., and there is left a white, perfectly dry mass consisting of phenol oxalic acid ester. This mass can be compressed directly into tablets. The tablets exercise very little or scarcely any corrosive action, on the skin, and has dilier fa vo 'ably from the pure carbolic acid. The ester is formed in quantitatively and of nearly perfect purity, so that it can be used directly as a disinfectant either in the form of powder or compressed into tablets. The melting point of thepurc ester is 122- 12+l C.

1 llCl1()Sl2ll or diphenyl-ortho-oxalic acid ester forms a white powder, with a weak acid. It contains in roan i l l l l i l its identity acid. it is easily soluble in water and alcohol. When dissolved it decomposes into phenol and oxalic acidor phenol and oxalic ethyl ether. ihenostal is also soluble in ether, acetone, acetic acid and acetic acid it ispossiole to crystallize it again from glacial acetic acid, Benzin, loci;- Zoi, and chloroform dissolve phenostal with 'lhe melting point lies near 12% t). is established by showing its and typical reaction lf the SOUP.

components aqueous solution is mixed. with ammonia and chlorid of calcium or lime water a white precipitate is formed, which is not soluble in acetic acid, but soluble in mineral acids. if phenostal is dissolved in acetone or alco 1101 and a little anilin is added to this solution a white anilin oxalate is formed which is soluble with dilliculty; if the solution is exactly neutralized by ammonia, and to this solution chlorid of iron is added, the typical blue reaction for phenol takes place. if the aqueous solution is mixed with a solution of a sodium salt ofsulfanilic acid and sodium nitrate is added. the solution is colored yellow; on the addition of sodium carbonate the solution is colored intensely orange.

'llie followin'g equation represents the reaction Which occurs:

consisting in stirring an dii'liculty; the aqueous solutions are strongly A hydrous oxalic acid'together with liquefied phenol, substantially as described.

2. A process for manufacturingdiphenylortho-oxalic ester consisting in stirring anhydrous oxalic acid together with liquefied phenol in the proportion of one molecule of anhydrous oxalic. acid to two molecules of phenol, substantially as described.

3. A process for manufacturing diphcnylortho-oxalic ester consisting in stirring anhydrous oxalic acid together with liquefied henol at a temperature-below the vaporizmg point of either constituent.

4. A process formanufacturing diphenyl- *presence of two witnesses, this. eleventh day ortho-oxalic ester ,consisting in stirrmg anof January 1909. a f hydrous oxalic acid together with 'liquefied' pheno1 thoroughly until the temperature 3 rises and the reaction'is'com leted.

In testimony that I claim t e foregoing as my invention, I have signed my name in HANS-SCHNEIDER.

Witnesses: 7

Y ERNEST H. L. MUMMENHOFF,

OTTo W. HELLMRIQH. 

